At Uplift, we think a lot about how to show progress. I'm always asking—what's our before and after picture (like you'd have in a weight loss program)?
My favorite tool so far is a simple analog book—the one line a day journal. There are 365 pages (one for each day of the year) and five lines on each. Each day, you write one sentence. The magic comes on year two when you can see where you were a year ago. By year five, you can reflect on half a decade.
So often we are always looking at what's next and forgetting to remember how far we've come. The best part, it's only one sentence. Hell, we can all do that.